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Castanospermine

Castanospermine

Product ID C0275
Cas No. 79831-76-8
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $75.10 In stock
10 mg $135.10 In stock
50 mg $413.30 In stock
100 mg $676.10 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Castanospermine acts as an inhibitor of N-glycosylation, inhibiting O-GlcNAcase, resulting in immunosuppressive, anti-inflammatory, and antiviral activities. In leukocytes and endothelial cells, castanospermine decreases expression of cellular adhesion molecules ICAM-1, ICAM-2, L-selectin, LFA-1α, VLA-4, Mac-1, and CR4. Castanospermine inhibits metastasis of melanoma cells through a mechanism that involved initial tumor cell arrest. In other cellular models, castanospermine increases secretion of misfolded secretory protein α1 antitrypsin Z. In animal models of arthritis, castanospermine decreases release of inflammatory markers into the synovium, preventing the development of arthritis when given as a pre-treatment and inhibiting disease progression when given after onset. Alteration of glycoprotein processing also inhibits viral replication of the Moloney murine leukemia virus.

Product Info

Cas No.

79831-76-8

Purity

≥98%

Formula

C8H15NO4

Formula Wt.

189.21

IUPAC Name

(1S,6S,7R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,6,7,8-tetrol

Melting Point

215

Solubility

20 mg/ml HCl

Appearance

White to off white powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

C0275 MSDS PDF

Info Sheet

C0275 Info Sheet PDF

References

Hibberd AD, Trevillian PR, Clark DA, et al. The effects of Castanospermine, an oligosaccharide processing inhibitor, on mononuclear/endothelial cell binding and the expression of cell adhesion molecules. Transpl Immunol. 2012 Aug;27(1):39-47. PMID: 22647882.

Macauley MS, He Y, Gloster TM, et al. Inhibition of O-GlcNAcase using a potent and cell-permeable inhibitor does not induce insulin resistance in 3T3-L1 adipocytes. Chem Biol. 2010 Sep 24;17(9):937-48. Erratum in: Chem Biol. 2010 Oct 29;17(10):1161. PMID: 20851343.

Marcus NY, Perlmutter DH. Glucosidase and mannosidase inhibitors mediate increased secretion of mutant alpha1 antitrypsin Z. J Biol Chem. 2000 Jan 21;275(3):1987-92. PMID: 10636901.

Willenborg DO, Parish CR, Cowden WB. Inhibition of adjuvant arthritis in the rat by phosphosugars and the alpha-glucosidase inhibitor castanospermine. Immunol Cell Biol. 1992 Dec;70 ( Pt 6):369-77. PMID: 1289239.

Sunkara PS, Bowlin TL, Liu PS, et al. Antiretroviral activity of castanospermine and deoxynojirimycin, specific inhibitors of glycoprotein processing. Biochem Biophys Res Commun. 1987 Oct 14;148(1):206-10. PMID: 2960321.

Humphries MJ, Matsumoto K, White SL, et al. Inhibition of experimental metastasis by castanospermine in mice: blockage of two distinct stages of tumor colonization by oligosaccharide processing inhibitors. Cancer Res. 1986 Oct;46(10):5215-22. PMID: 3093061.

Custom Order

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